The essential oil of Massoi bark

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Abstract
It is shown that in various cases where oil of Massoi bark has been described in the literature, the description really refers to the oil of Lawang bark.Oil of Massoi bark does not contain eugenol, whereas oil of Lawang bark contains a considerable amount of eugenol.The oil of Massoi bark contains a lactone which has been investigated. On hydrogenation it takes up one molecule of hydrogen.Oxidation of the dihydrolactone with potassium bichromate and sulphuric acid leads to the formation of valeric, caproic, succinic and glutaric acids and a keto‐acid, δ‐keto‐caprinic acid.Oxidation of the dihydrolactone with potassium permanganate also gives rise to the formation of caproic acid and succinic acid.Caproic acid is also obtained by oxidising massoilactone with permanganate and by oxidising it with bichromate and sulphuric acid. In the latter case fumaric acid is also formed.From these degradation products massoilactone is regarded as 1‐pentylpentene‐oil‐3‐olide (1,5).

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